Reidispongiolide A

Details

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Internal ID dff18292-c466-449a-9a7f-691ecc790671
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name N-[(E,4R,5R,9S,10S,11S)-4,10-dimethoxy-5,9-dimethyl-6-oxo-11-[(3R,5E,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]dodec-1-enyl]-N-methylformamide
SMILES (Canonical) CC1C=CC(CC(C(C2CC(=CC(=O)O2)CC(CC(=CC=CC(=O)OC(C(C=CC(CC1OC)OC)C)C(C)C(C(C)CCC(=O)C(C)C(CC=CN(C)C=O)OC)OC)C)OC)C)OC)OC
SMILES (Isomeric) C[C@H]1/C=C/[C@H](C[C@@H]([C@H]([C@H]2CC(=CC(=O)O2)C[C@@H](C/C(=C/C=C/C(=O)O[C@@H]([C@H](/C=C/[C@@H](C[C@@H]1OC)OC)C)[C@@H](C)[C@H]([C@@H](C)CCC(=O)[C@H](C)[C@@H](C/C=C/N(C)C=O)OC)OC)/C)OC)C)OC)OC
InChI InChI=1S/C54H87NO13/c1-35-18-16-20-51(58)68-54(41(7)53(66-15)37(3)23-26-46(57)39(5)47(63-12)19-17-27-55(8)34-56)38(4)22-25-43(60-9)32-48(64-13)36(2)21-24-44(61-10)33-49(65-14)40(6)50-30-42(31-52(59)67-50)29-45(28-35)62-11/h16-18,20-22,24-25,27,31,34,36-41,43-45,47-50,53-54H,19,23,26,28-30,32-33H2,1-15H3/b20-16+,24-21+,25-22+,27-17+,35-18+/t36-,37-,38-,39-,40+,41-,43-,44+,45+,47+,48-,49-,50+,53-,54-/m0/s1
InChI Key LOYDTENNTZZQJM-DIUYYEMASA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C54H87NO13
Molecular Weight 958.30 g/mol
Exact Mass 957.61774183 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 8.59
H-Bond Acceptor 13
H-Bond Donor 0
Rotatable Bonds 19

Synonyms

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DB04774
Q27095511
N-[(E,4R,5R,9S,10S,11S)-4,10-dimethoxy-5,9-dimethyl-6-oxo-11-[(3R,5E,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]dodec-1-enyl]-N-methylformamide
N-{(1E,4R,5R,9S,10S,11S)-4,10-dimethoxy-5,9-dimethyl-6-oxo-11-[(3R,5E,7E,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]dodec-1-en-1-yl}-N-methylformamide

2D Structure

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2D Structure of Reidispongiolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8962 89.62%
Caco-2 - 0.8529 85.29%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6323 63.23%
OATP2B1 inhibitior - 0.7204 72.04%
OATP1B1 inhibitior + 0.7998 79.98%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7572 75.72%
BSEP inhibitior + 0.9898 98.98%
P-glycoprotein inhibitior + 0.7770 77.70%
P-glycoprotein substrate + 0.8000 80.00%
CYP3A4 substrate + 0.7450 74.50%
CYP2C9 substrate - 0.8148 81.48%
CYP2D6 substrate - 0.8911 89.11%
CYP3A4 inhibition - 0.7402 74.02%
CYP2C9 inhibition - 0.8555 85.55%
CYP2C19 inhibition - 0.7890 78.90%
CYP2D6 inhibition - 0.9100 91.00%
CYP1A2 inhibition - 0.7054 70.54%
CYP2C8 inhibition + 0.7331 73.31%
CYP inhibitory promiscuity - 0.8699 86.99%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5845 58.45%
Eye corrosion - 0.9767 97.67%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.7201 72.01%
Skin corrosion - 0.9164 91.64%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8401 84.01%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8610 86.10%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8039 80.39%
Acute Oral Toxicity (c) III 0.6311 63.11%
Estrogen receptor binding + 0.7377 73.77%
Androgen receptor binding + 0.7145 71.45%
Thyroid receptor binding + 0.5797 57.97%
Glucocorticoid receptor binding + 0.7677 76.77%
Aromatase binding - 0.5126 51.26%
PPAR gamma + 0.7689 76.89%
Honey bee toxicity - 0.5761 57.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8266 82.66%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.39% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.72% 85.31%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.71% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.58% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.56% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.60% 91.19%
CHEMBL2581 P07339 Cathepsin D 89.07% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.99% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.73% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.62% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.33% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.04% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.57% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.48% 96.00%
CHEMBL2996 Q05655 Protein kinase C delta 85.46% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.91% 95.89%
CHEMBL3837 P07711 Cathepsin L 84.77% 96.61%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.32% 97.33%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.64% 82.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.44% 96.90%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.04% 99.23%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.72% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.49% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 81.72% 94.73%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.28% 97.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.21% 97.25%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 5289284
LOTUS LTS0162397
wikiData Q27095511